[Hiring] Head of GTM Systems & AI @360Learning

Role Description

What if your team was the one that got to build the future of how a company runs — and tried it on itself first? GTM Systems owns the tech stack behind 360Learning's commercial engine — Salesforce, Marketo, data enrichment and AI tooling across sales, marketing, customer success and services. Our mission is to be a force multiplier for the business: making go-to-market faster, smarter and more effective.

This is a high-impact role for someone who loves working at the intersection of product, systems, AI and go-to-market strategy.

Key Responsibility Areas

• Own the internal AI operating model for GTM — the library of skills, agent evals, cost, adoption and ROI — in partnership with Data and Enablement.
• Keep the team a step ahead as customer zero for AI, turning what works into patterns other functions adopt.
• Own the long-term design of the GTM stack — CRM, marketing automation, CS tooling — deciding what to build vs. buy.
• Help the company prioritize by identifying the best solution to each business problem and sizing its cost and feasibility.
• Lead and coach five senior ICs across Salesforce, marketing/BDR, CS systems and web ops. Set a high bar for documentation, testing and deployment — and hold it without slowing the team down.
• Run vendor management end to end: evaluations, the quarterly keep-or-kill review, and renewals.
• Partner as a peer to the leaders of Data, Enablement, Security, Finance and every commercial function.
• Drive adoption and change management for new GTM capabilities across distributed teams.

What You'll Do

Within 1 month, you will:

• Know the team, the stack, and the cross-functional leaders and teams you’ll partner with.
• Understand the main business challenges and opportunities for each GTM function.
• Own the team's current quarterly objectives and the routines that keep them visible.

Within 3 months, you will:

• Have taken one major cross-functional change from plan to done.
• Own the full vendor-renewal cycle across the commercial stack.
• Have co-written the next quarter's objectives with the performance and enablement teams, each one stating the business problem, the current state, the expected impact and the plan.

Within 6 months, you will:

• Have co-written the next quarter's objectives with the performance and enablement teams, each one stating the business problem, the current state, the expected impact and the plan.
• Have shipped at least one AI agent that watches business data and reaches people on its own, with a named business owner and outcome measures agreed before launch.
• Have a 12-18 month roadmap, setting the high-level vision across our systems infrastructure, ways of working, and AI portfolio.

Within 12 months, you will:

• Show, in numbers, the capacity the commercial organization reinvested because of what the team built.
• Have a development path agreed with each member of the team.
• Have the team recognized as the company's reference for AI-native operations.

Qualifications

• 5+ years across GTM systems, agentic/AI workflow products, revenue technology, enterprise SaaS — or an adjacent path like technical product management or consulting where you designed and shipped real systems with a strong AI mandate.
• Turn ambiguous business problems into reliable, scalable tooling — you read a process, tell whether it's any good, spot where AI creates value, and judge when to automate (and when not to), across the full revenue engine.
• Have fluency in modern GTM systems: Salesforce, marketing automation, enrichment, routing, attribution, lead-to-quote, billing or customer lifecycle tools. Deep Salesforce fluency is a strong plus.
• Have built with modern AI tooling: agents, plugins or skills on top of LLMs, connectors to business systems, and evals that tell you whether an agent is good.
• You define KPIs, run experiments, and use data to prioritize where to invest and to measure real impact on pipeline, conversion, efficiency and revenue.
• You drive strategic alignment and executive communication — conclusion first, tradeoffs named, complex topics made simple — and you drive change through to adoption.
• Thrive in ambiguous, fast-moving environments where the first version of the strategy has to be shaped, tested and improved quickly.
• Run vendor evaluations end to end.
• Set and hold standards for documentation, testing and deployment without slowing the team down, and coach senior ICs with care.
• Fluent English (US/UK) / B2 level or equivalent (FR).

Benefits

• Compensation: Package includes base salary and a variable component 📈
• Work From Home allowance, social security, health insurance, unemployment insurance, common contingency, salary guarantee fund. Leave requests are subject to local policies.
• Flexible hours, Total work from home possible anywhere in Spain 🏠
• Diversity, Equity, and Inclusion: We have 6 active ERGs including Mental Health, Environmental/Sustainability, Women, Parents, LGBTQIA2S+, and Ethnic Diversity.
• Corporate Social Responsibility: Review our CSR Charter: 360learning.com/blog/corporate-social-responsibility-charter 🌎🌏🌍
• A framework that will help you make an impact - envision our way of working and our Convexity Culture: https://bit.ly/Convexity360L

Interview Process

• Call with the Talent Acquisition Manager
• Discovery Interview with the Hiring Coach (VP of Operations)
• Case Study with the Hiring Coach and future Team
• Clarification Interview with Future Direct Reports
• Convexity Culture Interview
• Offer!